Diazo-compound of 2-amino-chloro-1-oxy-3-sulphobenzene and its production



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Patented Apr. 25, 1933 UNITED STATES PATENT-OFFICE ERNEST sum, or NEUILLY, FRANCE, nss enoa TO 'coMrAGnIE NATI NALE nu MATIERES coLoaAnrE-s ET MANUFACTURES 3m, raoncrrs CHIMIQUES DU norm nnnms, ETAIBLISSEMENTS KUHLMANN", or rams; raaivona coaronnrron or FRANCE DIAZO-COMPOU N D OF 2-AMINO-CHLOR0-1-0XY;3-SULPEOBENZENE AND ITSPRODUCTION N0 Drawing. Application filed August 1, 1928, Serial No. 296,864, and in France August 5,1927.

30% hydrochloric acid and 7.2 kgs. .of ni- My invention relates to a diazo-co-mpound of 2 amino 5 chloro-1-oxy-3 sulphobenzene, the coloring materials deriving therefrom as well as their metal compounds and to their process of preparation.

In my French Patent No. 235,443, of April 12, 1927, which covers a diazo-compound of 2 amino 5 chlorophenol, mordant dyestufis derived therefrom, as well as their metal compounds and processes for their preparation, I disclosed a new body or diazocompound of 2 amino 5 chlorophenol which enables azotized chromatable coloring materials particularly suitable to the dyeing industry to be obtained.

I have discovered, according to my present invention, that dyestuffs may be prepared having the same properties and likewise giving products of transformation in the form of metal compounds by starting with 2 nitro 4 chlor0-6 sulpho-l amino benzene, diazotizing this body in the usual manner and then reacting with an alkali such I as crystallized sodium acetate (as in the example given below), on the diazo-compound thus obtained.

The product of the reaction is a new body or diazo-compound of 2 amino 5 chloro-l oxy-3 sulphobenzene having the composition trite. In the diazotized solution obtained, holding in suspension a part of th'e-diazotized compound, 30 kgs of crystallizedsodium acetate are added and the whole is agitated at room temperature until asample no more reacts with an alkaline solution of disulphonic betanaphthol acid (R salt), which requires about 2 or 3 hours. The solution containing the new diazo-compound is then ready for transformation into dyestuffs.

To explain how, from 2 nitro-4: chloro-l amino-benzene-6 sulphonic acid, the formula of which is:

A112 803B 6 1 fl-NOz I 5 4 s is obtained by means of successive transformations a derivative of 2 amino-5 chlorophenol (i. e. of 2 amino-5 chloro-l oXybenzene) the formula of which is:

01 SOaH it may be stated that this results from the In the case of the present invention the reaction may be represented by the following equation N=NOl N=IiI 1 2 O SOIH 6 2 N01 501B 3 1 N801 2 OHzCO0N8+HzO +{NaNOz 5 4 3 4 5 6 2 CHOOOE It is to be observed that the group N0 which is in position No. Qrbecause, by the reactions, the binding point of the group OH, to Which the numeral 1 is given, since 7 it indicates the phenolic character of the compound.

What is claimed is l. A process of preparing a diazo-oxide of the type described which consists in diazotizing in the normal Way 2-nitro-4-ch1oro- 1-aminobenzene-6-sulphonic acid and reacting by means of sodium acetate upon the diazo derivative so obtained.

2. The herein described 5 ch1oro-3 su1pho-2 diazobenzene-l oxide.

In testimony whereof I have signed this specification.

ERNEST SACK 

